6-(3-aminopropylamino)-6-deoxy-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose | 950845-58-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氧吡喃
• 英文名称: 6-(3-aminopropylamino)-6-deoxy-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose
• 英文别名: N'-[[(1S,2R,6R,8R,9S)-4,4,11,11-tetramethyl-3,5,7,10,12-pentaoxatricyclo[7.3.0.02,6]dodecan-8-yl]methyl]propane-1,3-diamine
• CAS: 950845-58-6
• 化学式: C₁₅H₂₈N₂O₅
• 分子量: 316.398
• InChiKey: AJQHCHCHVNDIJG-KSSYENDESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  84.2
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  6-(3-aminopropylamino)-6-deoxy-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose 、 棕榈酰氯 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 以73%的产率得到6-[N-hexadecanoyl-N-(3-(hexadecanoylamino)propyl)amino]-6-deoxy-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose
  参考文献：
  名称：

  Synthesis of amphiphilic galactopyranosyl diamines and amino alcohols as antitubercular agents

  摘要：

  Mono-and diacylated derivatives of galactopyranosyl amines were obtained from D-galactose, via aminated intermediates prepared by reaction of 6-deoxy-6-iodo-1,2:3,4-di-O-isopropylidene-alpha-D-galactopyranose with 1,3-propanediamine, 1,2-ethanediamine or ethanolamine. Monoacylated derivatives displayed antitubercular activity. (c) 2007 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2007.01.009
• 作为产物：
  描述：

  6-脱氧-6-碘-1,2:3,4-二-o-异亚丙基-α-d-半乳糖吡喃糖苷 、 1,3-丙二胺 以 四氢呋喃 、 乙醇 为溶剂， 反应 72.0h， 以79%的产率得到6-(3-aminopropylamino)-6-deoxy-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose
  参考文献：
  名称：

  Synthesis of amphiphilic galactopyranosyl diamines and amino alcohols as antitubercular agents

  摘要：

  Mono-and diacylated derivatives of galactopyranosyl amines were obtained from D-galactose, via aminated intermediates prepared by reaction of 6-deoxy-6-iodo-1,2:3,4-di-O-isopropylidene-alpha-D-galactopyranose with 1,3-propanediamine, 1,2-ethanediamine or ethanolamine. Monoacylated derivatives displayed antitubercular activity. (c) 2007 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2007.01.009

文献信息

• Synthesis and antitubercular evaluation of new fluoroquinolone derivatives coupled with carbohydrates
  作者：Maurício F. Saraiva、Marcus V.N. de Souza、Marie E. Tran Huu Dau、Débora P. Araújo、Gustavo S.G. de Carvalho、Mauro V. de Almeida

  DOI：10.1016/j.carres.2010.01.016

  日期：2010.4

  We describe in this work the synthesis of nine new fluoroquinolone derivatives based on modifications at the C-7 position of the known fluoroquinolones cipro-, gati-, and moxifloxacin, as well as their antitubercular evaluation. The synthesis of these new analogues was improved using microwave irradiation, providing several advantages such as better yields and shorter reaction times, in comparison with classical reaction conditions. Derivatives 4, 5, and 7 exhibited promising antitubercular activities. (C) 2010 Elsevier Ltd. All rights reserved.